Your step-mother began chastity training you at a young age. When She found you a wife, she made sure the training would continue. She left you with nothing but your cage when She divorced you and now you’re back under your step-mother’s control. She has a new weekly regimen that allows you one day of release for health reasons. As you’re on your knees, she allows you to ride that big dildo that you used to love so much. you’re back to doing your favorite thing- fucking your ass until you cum for Her. you’ve missed being under Her rule.
Tag: CHASTITY
It is your first day back from university and you walk into your house and your ex-girlfriend is just sitting there. You have no clue why she is here, you two broke up over text awhile ago. This isn’t making sense. She suddenly reveals that she is actually going to be living with you. You are so confused. Katherine explains to you that a while ago, she walked in on your step-dad taking a shower. She saw his extra large rock hard cock and couldn’t resist. She cheated on you with your own step-dad. You can’t believe any of this! She never gave you a reason for the break up and you moved away, but you had such a hard time letting go of the relationship. She then reveals that she is actually now married to your step-dad, which makes her your new step-mommy. You are so angry. Your new step-mommy says that you need to establish some clear boundaries going forward. You can no longer fantasize about her, you can no longer masturbate, and you can no longer watch any porn! She is not your boss, and this is ridiculous. The more you protest this change, the angrier she gets. Your new step-mommy surprises you with a new gift. It is a chastity cage. You will be wearing this all the time from now on, to make sure that you follow her rules. Katherine then goes into detail about why she cheated with your step-dad. His cock is just soooo big she couldn’t contain herself. She will let him fuck her wherever he pleases. You’ll just have to listen to your ex girlfriend moan for your step-father’s gigantic cock. She finds you to be pathetic, and your cock could never ever compare to your step-dad’s. While she is explaining this you are secretly getting a boner in your pants. You try to hide it, and you pretend to be angry, but now this is all actually turning you on. Enough is enough and your new step-mommy has decided you don’t know how to listen so you will be getting an actual punishment. She has you pull down your pants and she makes fun of you. The fact that you got hard to her describing having sex with your step-father is hilarious to her. But, she says you are absolutely not supposed to fantasize about your new step-mommy. She bends you over her knee and begins spanking you with her hand. Your bottom turns red. Still, your cock remains hard. She then spanks you with a belt and a wooden hair brush. Katherine makes you repeat embarrassing horrible phrases, like how small your cock is. The spanking is finished once you have gone soft. She takes apart the chastity cage and puts it on you. Now you must behave for your new step-mommy, and be a good boy for her.
Haven’t you been a naughty step-son! Your step-father just informed me that he saw you stealing my gloves from my room and doing God-knows-what! I’ve had enough of your filthy glove obsession, and I intend on curing it. I’m going to lock you up in chastity so you won’t be tempted. Of course, to test your strength of will, I plan on wearing a LOT of leather gloves around the house- exposure is a valid form of treatment! I might even invite my friends over with their gloves… Won’t you be a leaky boy then!
A young boy scout knocks on the girl’s door and tells her that he is raising money for a fundraiser and asks her to help him. The girl lets him into the house and promises to help, but the guy notices that she is trying to seduce him. She takes his cock into her mouth and sucks until he cums for the first time in his life. The girl doesn’t stop there and takes him to the bedroom, where she shows the guy her sexy lingerie. She makes him take off his clothes and starts riding his cock. She makes him lick her pussy to cum and at the end she thanks him with a tip for charity.
It’s been a few weeks since the last clip and we’re about to go on a f amily vacation. You’ve called me into your room to show off the new bikini you’ve bought for the trip. As you tease me with your perfect body and long hair you tell me to take out my cock and start stroking to your perfection. You tell me I was such a good boy for M ommy when my D ad was away, always following yours and my bully’s orders and you say I deserve a reward. You get closer and closer to me as if you’re finally going to touch me but just at the last second you deny me and put me in chastity. You laugh at me and tell me a fat loser like me will never be touched by a perfect Goddess like you, not even out of pity.
Are you ready for our big vacation? I’ve been packing my suitcase and wanted to give you a little taste of what I’m going to wear. I remove my robe in front of you revealing a shiny bronze bikini on my perfect bronze body. I can already see your tiny dick twitching in your shorts. Which reminds me that I even got you something special to wear on our vacation too. Just a little accessory to keep that cock in check under your swimsuit. Your old man spared no expense with this trip. First class tickets, lavish hotel suite, luxurious spa treatments, and the finest dining for his new wife. You are so lucky you get to tag along and watch me have the time of my life… which includes humiliating and tormenting you.
While we are home alone stepmommy is going to downsize your chastity cage. This is the only way i can stop you being a dirty pervert over me.
I’ve noticed you’ve been spending a lot of time in your room, my love, I’ve been curious, I know you’ve been masturbating non-stop, I mean I’m no stranger to a cum filled sock. Step-Mommy understands that you’ve become quite fixated on your cock, I can help, on your bed you will find a hard metal cage, once we’ve finished our chat you will go put it on, and I will have control when you can and can’t take it off. You must be a good boy for Step-Mommy, but I won’t allow you to stroke to porn anymore, you can watch it with your cage on and feel your cock push against the cold metal sides, restricting the flow, quickly reminding you that Step-mommy has control. When I allow you to take your cage off it is to stroke to Step-mommy’s perfect pussy and body, but quickly after you cum the cage will be put back on. You are my pure virgin boy, and I intend to keep you that way until you’re ready for Step-Mommy’s pussy. So, this is your final stroke until you’re locked up, lets cum together my good boy, look into Step-mommy’s eyes as you pump your cock, look at how step-mommy’s pussy drips.
Mommy-Domme MILF GiGi Lyn only wants what’s best for YOU! She wants YOU – her young man – to not be distracted by sexual desires, by the fruits of the female form. She has the perfect distraction for you, the perfect little device to keep you focused on bettering yourself in life versus beating you meat or burying your cock in some pussy. It’s a CHASTITY DEVICE! It’s perfect – every single time you even THINK about jerking off, fucking a girl, getting off, cumming… any little sensation of erection, you’ll find it a bit hard (haha), a bit painful in this tight tight cock cage – locking you up for your OWN GOOD! MILF GiGi just wants a better life for you, to SAVE you, a life of salvation from SEX.
Thank you for coming to the teacher’s lounge young man. No no, you’re not in trouble. Sweetie you know you’re my favorite student. You’re all the ladies’ favorite student! We love you. Now I wanted to talk to you about this key I found. Do you have some explaining to do mister? Don’t lie to me, I’ll know if you’re lying. Well to tell you the truth. I know exactly what this key is. I know that you’re participating in a trend where you lock up your penis in chastity and then hide the key near a MILF in your life. Thank you by the way. It’s all over the internet. Here’s the thing, to complete the challenge you must get the key back, and…well, here we are. You did not get the key back! I must admit when I told the other MILF teachers that I had your key they all got very excited and we devised a punishment for you. You will be our butt-sniffing, ass-worshipper for the rest of the school year. You will be the most sexually frustrated boy in the world!